30556-86-6Relevant academic research and scientific papers
Convenient synthesis of monodisperse fluorinated nonionic surfactants containing two hydrophilic hydroxylated moieties
Guittard, Frederic,De Givenchy, Elisabeth Taffin,Szoenyi, Francois,Cambon, Aime
, p. 7863 - 7866 (1995)
New fluorinated nonionic surfactants containing two monodisperse oligo(oxyethylene) tails and having a hydroxyl group in the terminal position were easily obtained, with good yields, a purity higher than 95%, a high solubility in water and show interesting surface properties for their physicochemical application: low surface tensions and noteworthy critical micelle concentrations.
Hydrophobic and oleophobic surface modification using gelling agents derived from amino acids
Raghavanpillai, Anilkumar,Franco, Vincent A.,Meredith, Walter E.
, p. 187 - 194 (2012)
A series of fluorinated and non-fluorinated organogelators containing urea and amide functionalities was synthesized from readily available amino acid building blocks. These derivatives showed excellent gelation behavior in a variety of organic solvents at low concentrations ranging from 0.5-4 wt%. Gelation in the presence of a fibrous substrate led to a gel-coated surface, which upon drying provided a composite with a porous microstructure morphology impregnated on the surface. The composites obtained via the impregnation of gelators provided surfaces with excellent hydrophobic properties. The superior hydrophobic behaviors observed in these composites were ascribed to a combination of increased surface roughness created by the xerogel and the presence of hydrophobic functionalities present in the gelator backbone. The composites obtained via the impregnation of gelators bearing long-chain perfluoroalkyl group on non-woven substrates also showed excellent oleophobic behavior.
Nouvelles methodes de preparation des 2-F-alkylethylamines
Szoenyi, F.,Guennouni, F.,Cambon, A.
, p. 85 - 92 (1991)
2-F-Alkylethylamines are difficult to obtain on the laboratory scale and their preparation without the formation of secondary products has never been reported.In this work we demonstrate that it is possible to obtain these compounds univocally and with easy to use methods.The spectral data of these compounds are reported for the first time.
An effective route to N,N-Bis (2,3-epoxypropyl)2-F-alkylethylamines
Roman,Szoenyi,Bracon,Cambon
, p. 3125 - 3132 (1997)
An effective procedure is described for the synthesis of N,N-Bis (epoxypropyl) 2-F-alkylethylamines avoiding the formation of 2-F- alkylethylethenes usually occuring in the N-alkylation of 2-F-alkylethyl iodides by amines.
Synthese des 2-F-alkylethylamines: optimisation de l'obtention des azotures de 2-F-alkyletyle et de leur reduction en amines
Trabelsi, H.,Szoenyi, F.,Michelangeli, N.,Cambon, A.
, p. 115 - 118 (1994)
2-F-Alkylethylamines are very important intermediates in organic fluorine chemistry.In this work, it has been demonstrated that it is possible to combine the advantages of two techniques, i.e. phase-transfer catalysis and the use of water as a dispersing medium, in the reduction of 2-F-alkylethyl azides, and hence simplify significantly the synthesis of such amines from 2-F-alkylethyl iodides.
Synthetic method of N-(1H,1H,2H,2H-perfluorinated octyl) acrylamide
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, (2017/08/25)
The invention discloses a synthetic method of N-(1H,1H,2H,2H-perfluorinated octyl) acrylamide. The method includes the steps that 1H,1H,2H,2H-perfluorinated hexyl ethyl iodide, sodium azide and organic solvent are mixed to react, water is added after the reaction is finished, the mixture is still standing and layered, and the organic layer is washed to obtain 1H,1H,2H,2H-perfluorinated octyl azide; under the action of Pd/C catalyst, hydrogen is used for hydrogenation reduction, and 1H,1H,2H,2H-perfluorinated octylamine is obtained through filtration and concentration; 1H,1H,2H,2H-perfluorinated octylamine, triethylamine and acryloyl chloride react in solvent at room temperature, after reaction is finished, the N-(1H,1H,2H,2H-perfluorinated octyl) acrylamide product is obtained through washing, concentration and reduced pressure distillation. The possibility of explosion in the production process is avoided, and the synthetic method has the advantages of being simple in process, safe in production, high in yield and easy to industrialize.
Light-fluorous TEMPO: reagent, spin trap and stable free radical
Dobbs, Adrian P.,Jones, Peter,Penny, Mark J.,Rigby, Stephen E.
supporting information; experimental part, p. 5271 - 5277 (2009/11/30)
The synthesis of two light-fluorous TEMPO derivatives is reported, along with their fluorous-organic solvent partition coefficients and their ESR spectra. Applications of the fluorous-TEMPO reagents in oxidation reactions and as radical traps are discussed.
Enhanced activity of fluorinated quaternary ammonium surfactants against Pseudomonas aeruginosa
Massi, Lionel,Guittard, Frederic,Levy, Richard,Geribaldi
experimental part, p. 1615 - 1622 (2009/06/20)
A novel series of fluorinated quaternary bisammonium surfactants has been synthesized in view to optimize their antimicrobial activities against Pseudomonas aeruginosa. As compared with commercial references, most of the new surfactants synthesized exhibit an enhanced activity which is discussed as a function of the nature of the spacer group between the quaternized nitrogen atoms and of the nature of the connector function between the nitrogen atoms and the perfluorinated carbon chains. It appears that the fluorinated "Gemini" surfactants bearing an amide connector can be an interesting alternative to hydrocarbon ammonium salts as preservatives and disinfectants against P. aeruginosa.
Novel light-fluorous TEMPO reagents and their application in oxidation reactions
Dobbs, Adrian P.,Penny, Mark J.,Jones, Peter
scheme or table, p. 6955 - 6958 (2009/04/07)
The synthesis of two light-fluorous TEMPO derivatives is reported, along with their application in oxidation reactions.
Convenient synthesis of 6,6-bicyclic malonamides: A new class of conformationally preorganized ligands for f-block ion binding
Parks, Bevin W.,Gilbertson, Robert D.,Domaille, Dylan W.,Hutchison, James E.
, p. 9622 - 9627 (2007/10/03)
A general synthetic approach was developed for the preparation of a series of 6,6-bicyclic malonamides, a class of ligands that provide a preorganized binding site for f-block ions (particularly trivalent lanthanides). The approach described is convenient to introduce a variety of functional groups at the amide nitrogens to tune the properties of the ligand without altering the preorganized binding. Each of the ten derivatives (that represent a range of functionality, including R = alkyl, hydroxy, phenyl, ester, perfluorocarbon) reported here derives from a single, readily prepared dialdehyde intermediate. This intermediate is converted to the final products via reductive amination with an appropriately functionalized benzylamine, followed by hydrogenolysis and lactam formation. Because derivatization occurs late in the synthesis, the approach is general, requiring only modification of the purification procedures for each new derivative. To aid in the purification of the bicyclic malonamides, we report a novel complexation-based purification method that takes advantage of the high affinity of the ligand for f-block metals.
